[13C3]chloroacetone | 441015-63-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [13C3]chloroacetone
• 英文别名: [¹³C₃]chloroacetone；[1,2,3-13C3]-chloroacetone；[U-13C3]-chloroacetone
• CAS: 441015-63-0
• 化学式: C₃H₅ClO
• 分子量: 95.4921
• InChiKey: BULLHNJGPPOUOX-VMIGTVKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  5.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  苄硫醇 、 [13C3]chloroacetone 在 sodium 作用下， 以 乙醇 为溶剂， 生成 C₇⁽¹³⁾C₃H₁₂SO
  参考文献：
  名称：

  Use of simple stable labelled intermediates to produce complex isotopically labelled internal standards

  摘要：

  DOI：

  10.1002/jlcr.1293
• 作为产物：
  描述：

  [1,2,3,4-13C4]-ethyl 2-chloroacetoacetate 在 硫酸 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 生成 [13C3]chloroacetone
  参考文献：
  名称：

  The Preparation of All-Trans Uniformly ¹³C-Labeled Retinal via a Modular Total Organic Synthetic Strategy. Emerging Central Contribution of Organic Synthesis toward the Structure and Function Study with Atomic Resolution in Protein Research

  摘要：

  Uniformly [C-13(20)]-labeled all-trans-retinal (1) has been prepared via a convergent modular total organic strategy with high isotope incorporation (>99%) and without isotope dilution starting from commercially available 99% enriched C-13-labeled starting materials. For this purpose we have developed a strategy that is based on four different modules: [1,2,3,4,(3-CH3)- C-13(5)]-4-(diethylphosphono)-3-methyl-2-butenenitrile (3), [1,2,3,4-C-13(4)]-ethyl acetoacetate (7), [U-C-13(5)]-4-bromo-2-methyl-2-butene (13), and [U-C-13(10)]-2,6,6-trimethylcyclohex-2-ene-1-ylcarbonitrile (16). This scheme permits the synthesis of the full cassette of all isotopomers with C-13-labels at any position or combination of positions by using different C-13-labeled starting materials. In addition, modifications of the synthesized modules will give access to a broad range of chemically modified C-13-labeled retinoids and carotenoids. This modular strategy enables the synthesis of multifold and uniformly stable isotopically labeled (bio) macro molecules that can be used for studying proteins with atomic resolution, providing detailed functional information of the studied biological system.

  DOI：

  10.1021/ja012368h